An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions
A simple and efficient catalytic oxidative system for the synthesis of benzimidazole derivatives with H2O2 in the presence of catalytic amounts of Bu4NI is developed. The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mec...
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| Veröffentlicht in: | ChemSusChem 2011-08, Vol.4 (8), p.1082-1086 |
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| creator | Zhu, Chenjie Wei, Yunyang |
| description | A simple and efficient catalytic oxidative system for the synthesis of benzimidazole derivatives with H2O2 in the presence of catalytic amounts of Bu4NI is developed. The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mechanism for the oxidation is proposed. |
| doi_str_mv | 10.1002/cssc.201100228 |
| format | Article |
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The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mechanism for the oxidation is proposed.</description><identifier>ISSN: 1864-5631</identifier><identifier>EISSN: 1864-564X</identifier><identifier>DOI: 10.1002/cssc.201100228</identifier><identifier>PMID: 21853536</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>aldehydes ; Benzaldehydes - chemistry ; Benzimidazoles - chemical synthesis ; Catalysis ; dehydrogenation ; heterocycles ; homogeneous catalysis ; Hydrogen Peroxide - chemistry ; hypervalent compounds ; Iodine - chemistry ; Oxidation-Reduction ; Phenylenediamines - chemistry ; Spectrometry, Mass, Electrospray Ionization</subject><ispartof>ChemSusChem, 2011-08, Vol.4 (8), p.1082-1086</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. 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The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mechanism for the oxidation is proposed.</description><subject>aldehydes</subject><subject>Benzaldehydes - chemistry</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Catalysis</subject><subject>dehydrogenation</subject><subject>heterocycles</subject><subject>homogeneous catalysis</subject><subject>Hydrogen Peroxide - chemistry</subject><subject>hypervalent compounds</subject><subject>Iodine - chemistry</subject><subject>Oxidation-Reduction</subject><subject>Phenylenediamines - chemistry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><issn>1864-5631</issn><issn>1864-564X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc2P0zAQxS0EYj_gyhH5xinFjh3HPnYj2FYsLKis4Ga58aQYEnuxU3bTK_84rrpU3DjNPOn3njRvEHpByYwSUr5uU2pnJaF7UcpH6JRKwYtK8K-PjzujJ-gspe-ECKKEeIpOSiorVjFxin7PPV76EDfGuxYvg3UeisaMpp92YPH1vbNmdL8Ar6Y0woC7EPH4bS99HsklHDp8AX7nhkzuQg8J3yTnN3gx2Rg24PFHiCHHAN56CxHPh7UDP-ImeOtGF3x6hp50pk_w_GGeo5u3bz43i-Lq-nLZzK-KlnMpC8pqw9dECiE7AbTsrKWiZUZxxqgwKh9aS2M62gFTYKRUxqqsmeI14S1n5-jVIfc2hp9bSKMeXGqh742HsE1ayroiJVM0k7MD2caQUoRO30Y3mDhpSvS-ar3vXR97z4aXD9Hb9QD2iP8tOgPqANy5Hqb_xOlmtWr-DS8OXpdfcH_0mvhDi5rVlf7y4VLXki0u3n16r1fsDzdsoI0</recordid><startdate>20110822</startdate><enddate>20110822</enddate><creator>Zhu, Chenjie</creator><creator>Wei, Yunyang</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20110822</creationdate><title>An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions</title><author>Zhu, Chenjie ; Wei, Yunyang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4488-137a4b08668f6e12fdd16c3a943316a956378aaf1fe39ea889ad9aaf394704c43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>aldehydes</topic><topic>Benzaldehydes - chemistry</topic><topic>Benzimidazoles - chemical synthesis</topic><topic>Catalysis</topic><topic>dehydrogenation</topic><topic>heterocycles</topic><topic>homogeneous catalysis</topic><topic>Hydrogen Peroxide - chemistry</topic><topic>hypervalent compounds</topic><topic>Iodine - chemistry</topic><topic>Oxidation-Reduction</topic><topic>Phenylenediamines - chemistry</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhu, Chenjie</creatorcontrib><creatorcontrib>Wei, Yunyang</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>ChemSusChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhu, Chenjie</au><au>Wei, Yunyang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions</atitle><jtitle>ChemSusChem</jtitle><addtitle>ChemSusChem</addtitle><date>2011-08-22</date><risdate>2011</risdate><volume>4</volume><issue>8</issue><spage>1082</spage><epage>1086</epage><pages>1082-1086</pages><issn>1864-5631</issn><eissn>1864-564X</eissn><abstract>A simple and efficient catalytic oxidative system for the synthesis of benzimidazole derivatives with H2O2 in the presence of catalytic amounts of Bu4NI is developed. 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| ispartof | ChemSusChem, 2011-08, Vol.4 (8), p.1082-1086 |
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| language | eng |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | aldehydes Benzaldehydes - chemistry Benzimidazoles - chemical synthesis Catalysis dehydrogenation heterocycles homogeneous catalysis Hydrogen Peroxide - chemistry hypervalent compounds Iodine - chemistry Oxidation-Reduction Phenylenediamines - chemistry Spectrometry, Mass, Electrospray Ionization |
| title | An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions |
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